TRIMETHYLSILOXYVINYLDIMETHYL CARBINOL

Base Information

• Chemical Name: TRIMETHYLSILOXYVINYLDIMETHYL CARBINOL
• CAS No.: 80399-29-7
• Molecular Formula: C8H18OSi
• Molecular Weight: 174.31300
• Mol file: 80399-29-7.mol

Synonyms:3-methyl-1-trimethylsilanyl-but-3-en-2-ol;trimethylsilyl-1 methyl-3 butene-3 ol-2;

Chemical Property of TRIMETHYLSILOXYVINYLDIMETHYL CARBINOL

Chemical Property:

• Boiling Point: 122oC
• Flash Point: 50oC
• PSA: 29.46000
• Density: 0.792
• LogP: 2.12250

Purity/Quality:

98%min ^*data from raw suppliers

TRIMETHYLSILOXYVINYLDIMETHYL CARBINOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TRIMETHYLSILOXYVINYLDIMETHYL CARBINOL

There total 3 articles about TRIMETHYLSILOXYVINYLDIMETHYL CARBINOL which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

2-methylpropenal (78-85-3,25120-30-3) + (trimethylsilyl)methylmagnesium chloride (13170-43-9) → 3-methyl-1-trimethylsilanyl-but-3-en-2-ol (80399-29-7)

Guidance literature:

In diethyl ether; for 2h; Ambient temperature;

DOI:10.1016/0022-328X(88)80214-6

Reference yield:

Prenyltrimethylsilane (18293-99-7) → trans-trimethylsilyl-4 methyl-2 butene-3 ol-2 (18389-10-1) + 3-methyl-1-trimethylsilanyl-but-3-en-2-ol (80399-29-7) + cis-trimethylsilyl-4 methyl-2 butene-3 ol-2

Guidance literature:

With oxygen; In methanol; at 40 ℃; for 0.5h; Title compound not separated from byproducts; Irradiation;

DOI:10.1016/0022-328X(85)87104-7

Reference yield:

3,3-dimethyl-allyl chloride (503-60-6) → 3-methyl-1-trimethylsilanyl-but-3-en-2-ol (80399-29-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / Mg / tetrahydrofuran / Ambient temperature

2: 66 percent Spectr_. / singlet O₂ / methanol / 0.5 h / 40 °C / Irradiation

With oxygen; magnesium; In tetrahydrofuran; methanol;

DOI:10.1016/0022-328X(85)87104-7

upstream raw materials:

2-methylpropenal

(trimethylsilyl)methylmagnesium chloride

Prenyltrimethylsilane

3,3-dimethyl-allyl chloride

Downstream raw materials:

(2'S,4S)-4-benzyl-N-<2',4'-dimethyl-6'-(trimethylsilyl)-4'-hexenoyl>oxazolidinone

4(S)-benzyl-N-<4'-methyl-6'-(trimethylsilyl)-4'-hexenoyl>oxazolidinone

4-methyl-4-vinylcyclohexan-1-one

Refernces

• 1、 Sato, Susumu,Matsuda, Isamu,Izumi, Yusuke. "A regiodefined synthesis of α-trimethylsilyl ketones catalyzed by rhodium(I) hydride complex". . p. 71 - 88. Retrieved 2007/10/02.
• 2、 Wilson, Stephen R.,Price, Martyn F.. "A Silicon-Mediated Homo-Claisen Rearrangement". . p. 1124 - 1126. Retrieved 2007/10/02.